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Hydrazine hydrate (1:1) → Diethyl [(6-amino-3-chloro-2-pyridinyl)methyl]phosphonate

HRID 861991
Notes
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Reaction equation

HRID 861991 reaction equation
[Cl:1][C:2]1[C:3]([CH2:19][P:20](=[O:27])([O:24][CH2:25][CH3:26])[O:21][CH2:22][CH3:23])=[N:4][C:5]([N:8]2C(=O)C3C(=CC=CC=3)C2=O)=[CH:6][CH:7]=1.O.NN>C(Cl)Cl>[NH2:8][C:5]1[N:4]=[C:3]([CH2:19][P:20](=[O:27])([O:24][CH2:25][CH3:26])[O:21][CH2:22][CH3:23])[C:2]([Cl:1])=[CH:7][CH:6]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 131720462Diethyl [[3-chloro-6-(1,3-dihydro-1,3-dioxo-2Hisoindol-2-yl)-2-pyridinyl]methyl]phosphonate

Product 1

HCID 86752043Diethyl [(6-amino-3-chloro-2-pyridinyl)methyl]phosphonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the procedure from Example 16, the product from Example 27 (1.0 g, 2.4 mmol) was reacted with hydrazine monohydrate (0.121 g, 2.4 mmol) in CH2Cl2 (25 mL). Workup produced the crude title product which was used without further purification.

Sources & evidence

ORD record
ord-1a8aca07cf36418c929108cb02a5ad2d
Source dataset
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05716964

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes